Cheap flight tickets from Chicago to Aspen

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Flight deals from Chicago to Aspen

Looking for a cheap last-minute deal or the best return flight from Chicago to Aspen? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Aspen

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Aspen flights are currently cheapest in March.

Direct flights from Chicago to Aspen

Chicago to Aspen: Alternative routes

Compare routes from Chicago to Aspen below. You may find an airport to fly into that's cheaper, faster, or easier than Aspen.

Chicago to Aspen: Flight information

The things to know before you go.
Cheapest flight foundRM936
Cheapest month to flyMarch
Average flight time3 hrs, 21 mins
Most popular airlineSkyWest Airlines
Average flights per week76

Finding cheap flights from Chicago to Aspen: Frequently asked questions

The best price we found for a return flight from Chicago to Aspen is RM936. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 21 minutes is the average flight time from Chicago to Aspen.
SkyWest Airlines, United and American Airlines fly direct from Chicago to Aspen.
As of February 2026, there are 74 flights per week flying from Chicago to Aspen.
The cheapest month to fly from Chicago to Aspen is usually March.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Aspen Airport on Sunday, 22 March 2026.
Yes – the average flight time is 3 hours and 21 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Aspen but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Aspen is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Aspen is United .

Flying from Chicago to Aspen Airport (ASE): What you need to know

  • Start your trip planning by looking up the ideal departure point for your flight from Chicago to Aspen Airport (ASE). Explore the options for taking off from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • 3 hours 15 minutes is the average travel time for a direct Chicago to Aspen Airport flight.

  • Aspen is one hour behind Chicago. Aspen Airport is located in Aspen, which runs on the UTC-6 timezone.

  • The most popular route is from O'Hare International Airport (ORD) to Aspen Airport (ASE), with 18 direct services every week. If you're ready to head out sooner, the earliest flight from ORD to ASE is the 8am American Airlines option. If you're looking to take off later, the last departure is at 8:20pm with United Airlines.

  • Get to the airport on time so you don't miss your flight from Chicago to ASE. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid sprinting to your gate.

  • In high season, allow for extended wait times and show up earlier. Aim for at least two hours ahead for domestic flights and as much as four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

  • You can jump on a direct flight from Chicago to Aspen Airport (ASE) out of O'Hare International Airport (ORD).

  • You can get away on a direct flight from Chicago to Aspen Airport with United Airlines. This popular airline offers services from ORD.

  • The most frequently booked airline between ORD and ASE is United Airlines.

  • Among carriers operating on this route, United Airlines has the highest percentage of on-time landings.

  • ORD is about 40 kilometres from central Chicago. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 35 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the travel time to be around 55 minutes.

  • Want a leisurely start to your break? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Aspen Airport or aren't a fan of being rushed, these hotels are just the thing:

  • Of all flights leaving O'Hare International Airport, 74.85% arrive on time at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from central Chicago in about 20 minutes by car, depending on traffic. The journey by public transport will take roughly 45 minutes to travel the 19 kilometres or so.

  • Want to enjoy an extra night away before boarding your Chicago to ASE flight? Relax in a hotel near Chicago Midway International Airport before your trip officially starts. These stays are expecting you:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure shows how frequently flights departing from this airport land at their destination on time.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The trip to RFD from central Chicago is around 4 hours 15 minutes by public transport. If you're planning to travel by car, it'll take you roughly 1 hour 25 minutes to cover the 137 kilometres or so.

  • Make catching an early Chicago to Aspen Airport flight the easiest part of your trip. Stay at one of these accommodation options close to Chicago Rockford International Airport and get to your boarding gate with plenty of time to spare:

  • Airports have an on-time performance rating that tracks how often flights arrive at their destinations when they should. At RFD, that figure is 76.19%.

  • The address of Chicago Rockford International Airport is 2 Airport Cir.

About Aspen Airport (ASE)

  • Have a late flight from Chicago to Aspen Airport? Don't let your travel day stretch into tomorrow. Stay at one of these hotels near ASE and give yourself a well-earned lights-out:

  • Pick up an Aspen Airport rental car and discover Aspen and beyond with your own wheels. Hertz, Sixt and Budget are popular providers to choose from here.

  • Booking your ride around four weeks ahead of your Chicago to Aspen Airport flight can help you secure the lowest rate.

  • You'll find ASE at 233 East Airport Road.

Getting from Aspen Airport (ASE) to central Aspen

  • Central Aspen is around 6 kilometres from Aspen Airport and takes about 10 minutes to reach by car. Work out your options for getting into the city, whether that's with a car hire, cab or ride-share.

  • Travelling by public transport will take you roughly 25 minutes.

How to find the cheapest flights from Chicago to Aspen Airport (ASE)

  • The cheapest price we've found for a one-way ticket from Chicago to Aspen Airport is RM616. For a return flight on this route, the best price is RM936. Depending on when you want to go and the availability, these fares can change.

  • Book two months before you want to travel. Research into pricing trends suggests this is the ideal window for finding cheap flights from Chicago to ASE.

  • July is when you're most likely to find a bargain on a Chicago to Aspen Airport ticket. If you want to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Locking in a cheap plane ticket from Chicago to ASE is easy with Price Alerts. All you need to do is create one of these automatic alerts and we'll notify you as soon as a lower fare pops up.

  • Find the best deal on a flight from Chicago to Aspen Airport with the help of the filters. Pick your preferred departure and arrival times, airlines and number of stops. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best.'

The best time to fly from Chicago to Aspen Airport (ASE)

  • July is when most people book flights from Chicago to Aspen Airport (ASE). Plan your visit to Aspen in April if you'd rather be there when it's quieter.

  • When booking your Chicago to ASE plane ticket, consider what kind of weather works for you. July is the warmest month in Aspen, with temperatures ranging from 4ºC (39ºF) to 26ºC (79ºF).

  • December sees temperatures of between -19ºC (-2ºF) and 1ºC (34ºF). Look for cheap tickets from Chicago to Aspen Airport around that time if you like cooler conditions.

More about Aspen

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Aspen right here. Check out these hotels once you've locked in your flight from Chicago to Aspen Airport:

  • You'll find loads of fantastic things to do in Aspen when you're ready to see the sights. Head straight for Aspen Mountain Ski Resort - Aspen Skiing Company followed by Aspen Mountain and Conundrum Hot Springs.

Explore more of the United States

  • Aspen has loads to offer, but there are so many other parts of the United States waiting to be explored. Around 177 kilometres east of Aspen, a trip to Denver will keep your itinerary busy. Start with attractions like Denver Art Museum, Meow Wolf Denver | Convergence Station and Ballpark.

  • Colorado Springs is another sought-after destination in the United States and is around 177 kilometres east of Aspen. No trip is complete without experiencing Garden of the Gods, Pikes Peak Region Attractions and Red Rock Canyon.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.